Heterocyclic compound and organic light-emitting device including the same

ABSTRACT

Provided are a heterocyclic compound and an organic light-emitting device including the same.

CROSS REFERENCE TO RELATED APPLICATIONS

This application claims priority from and the benefit of Korean PatentApplication No. 10-2018-0013082, filed on Feb. 1, 2018, which is herebyincorporated by reference for all purposes as if fully set forth herein.

BACKGROUND Field

Exemplary embodiments of the invention relate generally to a condensedheterocyclic compound and an organic light-emitting device including thesame.

Discussion of the Background

Organic light-emitting devices are self-emission devices that producefull-color images. Organic light-emitting devices also have wide viewingangles, high contrast ratios, short response times, and excellentcharacteristics in terms of brightness, driving voltage, and responsespeed, compared to other display devices.

An example of such organic light-emitting devices may include a firstelectrode disposed on a substrate, and a hole transport region, anemission layer, an electron transport region, and a second electrode,which are sequentially disposed on the first electrode. Holes providedfrom the first electrode may move toward the emission layer through thehole transport region, and electrons provided from the second electrodemay move toward the emission layer through the electron transportregion. Carriers, such as holes and electrons, recombine in the emissionlayer to produce excitons. These excitons transit from an excited stateto a ground state, thereby generating light.

The above information disclosed in this Background section is only forunderstanding of the background of the inventive concepts, and,therefore, it may contain information that does not constitute priorart.

SUMMARY

One or more exemplary embodiments include a novel heterocyclic compoundand an organic light-emitting device including the same.

Additional aspects will be set forth in part in the description whichfollows and, in part, will be apparent from the description, or may belearned by practice of the presented embodiments.

Additional features of the inventive concepts will be set forth in thedescription which follows, and in part will be apparent from thedescription, or may be learned by practice of the inventive concepts.

An exemplary embodiment provides a heterocyclic compound represented byFormula 1:

wherein, in Formulae 1, 2A, and 2B,

Ar₁ to Ar₅ may each independently be a n electron-depleted nitrogen-freeheterocyclic group,

D₁ may be a group represented by Formula 2A or 2B,

Y₁ may be selected from a single bond, *—N(R₂)—*′, *—C(R₂)(R₃)—*′, and*—C(R₂)═C(R₃)—*′,

k1 may be 1 or 2,

m1 may be 0 or 1,

m2 may be 1 or 2,

m1 and m2 may satisfy m1+m2=2,

A₁ may be a group represented by Formula 3A or 3B,

R_(w) may be a cyano group or a substituted or unsubstituted πelectron-depleted nitrogen-containing heterocyclic group,

n1 may be an integer of 1 to 4,

X₁ may be *—O—*′, *—S—*′, or *—S(═O)₂—*′, and X₂ may be a single bond or*—C(R₄)(R₅)—*′, wherein X₁ is *—S(═O)₂—*′ or X₂ is *—C(R₄)(R₅)—*′,

R₁ to R₅, R₁₀, R₂₀, R₃₀, R₄₀, R₅₀, R₆₀, R₇₀, and R₈₀ may eachindependently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂),—B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂),

R₂ and R₃; or R₄ and R₅ may each optionally be linked to form asubstituted or unsubstituted C₅-C₆₀ carbocyclic group or a substitutedor unsubstituted C₂-C₆₀ heterocyclic group,

a10, a20, a30, a40, and a50 may each independently be an integer of 1 to8,

a60 may be an integer of 0 to 3,

a70 and a80 may each independently be an integer of 1 to 3,

at least one substituent of the substituted C₅-C₆₀ carbocyclic group,the substituted C₂-C₆₀ heterocyclic group, the substituted C₁-C₆₀ alkylgroup, the substituted C₂-C₆₀ alkenyl group, the substituted C₂-C₆₀alkynyl group, the substituted C₁-C₆₀ alkoxy group, the substitutedC₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀ heterocycloalkyl group,the substituted C₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀heterocycloalkenyl group, the substituted C₆-C₆₀ aryl group, thesubstituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀ arylthio group,the substituted C₁-C₆₀ heteroaryl group, the substituted monovalentnon-aromatic condensed polycyclic group, and the substituted monovalentnon-aromatic condensed heteropolycyclic group may be selected from:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independentlybe selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group, and

* and *′ each indicate a binding site to a neighboring atom.

Another exemplary embodiment provides an organic light-emitting deviceincluding: a first electrode; a second electrode facing the firstelectrode; and an organic layer between the first electrode and thesecond electrode, wherein the organic layer includes an emission layerand at least one of the heterocyclic compound.

It is to be understood that both the foregoing general description andthe following detailed description are exemplary and explanatory and areintended to provide further explanation of the invention as claimed.

BRIEF DESCRIPTION OF THE DRAWINGS

The accompanying drawings, which are included to provide a furtherunderstanding of the invention and are incorporated in and constitute apart of this specification, illustrate exemplary embodiments of theinvention, and together with the description serve to explain theinventive concepts.

FIG. 1, FIG. 2, FIG. 3, and FIG. 4 are each a schematic views of anorganic light-emitting device according to an exemplary embodiment.

DETAILED DESCRIPTION

In the following description, for the purposes of explanation, numerousspecific details are set forth in order to provide a thoroughunderstanding of various exemplary embodiments of the invention. As usedherein “embodiments” are non-limiting examples of devices or methodsemploying one or more of the inventive concepts disclosed herein. It isapparent, however, that various exemplary embodiments may be practicedwithout these specific details or with one or more equivalentarrangements. In other instances, well-known structures and devices areshown in block diagram form in order to avoid unnecessarily obscuringvarious exemplary embodiments. Further, various exemplary embodimentsmay be different, but do not have to be exclusive. For example, specificshapes, configurations, and characteristics of an exemplary embodimentmay be used or implemented in another exemplary embodiment withoutdeparting from the inventive concepts.

Unless otherwise specified, the illustrated exemplary embodiments are tobe understood as providing exemplary features of varying detail of someways in which the inventive concepts may be implemented in practice.Therefore, unless otherwise specified, the features, components,modules, layers, films, panels, regions, and/or aspects, etc.(hereinafter individually or collectively referred to as “elements”), ofthe various embodiments may be otherwise combined, separated,interchanged, and/or rearranged without departing from the inventiveconcepts.

In the accompanying drawings, the size and relative sizes of elementsmay be exaggerated for clarity and/or descriptive purposes. When anexemplary embodiment may be implemented differently, a specific processorder may be performed differently from the described order. Forexample, two consecutively described processes may be performedsubstantially at the same time or performed in an order opposite to thedescribed order. Also, like reference numerals denote like elements.

When an element, such as a layer, is referred to as being “on,”“connected to,” or “coupled to” another element or layer, it may bedirectly on, connected to, or coupled to the other element or layer orintervening elements or layers may be present. When, however, an elementor layer is referred to as being “directly on,” “directly connected to,”or “directly coupled to” another element or layer, there are nointervening elements or layers present. To this end, the term“connected” may refer to physical, electrical, and/or fluid connection,with or without intervening elements. For the purposes of thisdisclosure, the phrases “at least one of” and “at least one” preceding alist of elements modifies the entire list of elements. Thus, the phrases“at least one of X, Y, and Z” and “at least one selected from the groupconsisting of X, Y, and Z” may be construed as X only, Y only, Z only,or any combination of two or more of X, Y, and Z, such as, for instance,XYZ, XYY, YZ, and ZZ. As used herein, the term “and/or” includes any andall combinations of one or more of the associated listed items.

Although the terms “first,” “second,” etc. may be used herein todescribe various types of elements, these elements should not be limitedby these terms. These terms are used to distinguish one element fromanother element. Thus, a first element discussed below could be termed asecond element without departing from the teachings of the disclosure.

Spatially relative terms, such as “beneath,” “below,” “under,” “lower,”“above,” “upper,” “over,” “higher,” “side” (e.g., as in “sidewall”), andthe like, may be used herein for descriptive purposes, and, thereby, todescribe one elements relationship to another element(s) as illustratedin the drawings. Spatially relative terms are intended to encompassdifferent orientations of an apparatus in use, operation, and/ormanufacture in addition to the orientation depicted in the drawings. Forexample, if the apparatus in the drawings is turned over, elementsdescribed as “below” or “beneath” other elements or features would thenbe oriented “above” the other elements or features. Thus, the exemplaryterm “below” can encompass both an orientation of above and below.Furthermore, the apparatus may be otherwise oriented (e.g., rotated 90degrees or at other orientations), and, as such, the spatially relativedescriptors used herein interpreted accordingly.

The terminology used herein is for the purpose of describing particularembodiments and is not intended to be limiting. As used herein, thesingular forms, “a,” “an,” and “the” are intended to include the pluralforms as well, unless the context clearly indicates otherwise. Moreover,the terms “comprises,” “comprising,” “includes,” and/or “including,”when used in this specification, specify the presence of statedfeatures, integers, steps, operations, elements, components, and/orgroups thereof, but do not preclude the presence or addition of one ormore other features, integers, steps, operations, elements, components,and/or groups thereof. It is also noted that, as used herein, the terms“substantially,” “about,” and other similar terms, are used as terms ofapproximation and not as terms of degree, and, as such, are utilized toaccount for inherent deviations in measured, calculated, and/or providedvalues that would be recognized by one of ordinary skill in the art.

Unless otherwise defined, all terms (including technical and scientificterms) used herein have the same meaning as commonly understood by oneof ordinary skill in the art to which this disclosure is a part. Terms,such as those defined in commonly used dictionaries, should beinterpreted as having a meaning that is consistent with their meaning inthe context of the relevant art and should not be interpreted in anidealized or overly formal sense, unless expressly so defined herein.

Reference will now be made in detail to exemplary embodimentsillustrated in the accompanying drawings. In this regard, the presentexemplary embodiments may have different forms and should not beconstrued as being limited to the descriptions set forth herein or inthe drawings. Accordingly, the exemplary embodiments are merelydescribed below, by referring to the figures, to explain variousexemplary embodiments of the invention.

A heterocyclic compound according to an exemplary embodiment isrepresented by Formula 1:

In Formula 1, D₁ may refer to a group represented by Formula 2A orFormula 2B.

In Formulas 1, 2A, and 2B, Ar₁ to Ar₅ may each independently be a C₅-C₆₀carbocyclic group or a π electron-depleted nitrogen-free C₁-C₆₀heterocyclic group.

The “π electron-depleted nitrogen-free C₁-C₆₀ heterocyclic group” mayrefer to a C₁-C₆₀ heterocyclic group not having *—N=*′ moiety as aring-forming moiety.

For example, the “π electron-depleted nitrogen-free ring” may be i) a5-membered to 7-membered heteromonocyclic group not having *—N=*′moiety, ii) a heteropolycyclic group in which two or more 5-membered to7-membered heteromonocyclic groups each not having *—N═*′ moiety arecondensed with each other, or iii) a heteropolycyclic group in which atleast one 5-membered to 7-membered heteromonocyclic group not having*—N═*′ moiety is condensed with at least one C₅-C₆₀ carbocyclic group.

Examples of the π electron-depleted nitrogen-free ring may include anazepine, dibenzoazepine, a carbazole, an acridine, a9,10-dihydroacridine, a dibenzofuran, a dibenzothiophene, adibenzosilole, a tribenzoazepine, a benzocarbazole, a benzoacridine, a7,12-dihydrobenzo[a]acridine, a 5,12-dihydrobenzo[b]acridine, a7,12-dihydrobenzo[c]acridine, a dibenzocarbazole, an indenocarbazole, anaphthobenzofuran, a naphthobenzothiophene, and a naphthobenzosilole,but embodiments of the present disclosure are not limited thereto.

In one exemplary embodiment, Ar₁ to Ar₅ in Formulas 1, 2A, and 2B mayeach independently be selected from a benzene group, a naphthalenegroup, a fluorene group, a carbazole group, a dibenzofuran group, adibenzothiophene group, and a dibenzosilole group.

In one or more exemplary embodiments, A_(r) to Ar₅ may eachindependently be a benzene group or a naphthalene group, but exemplaryembodiments are not limited thereto.

In one or more exemplary embodiments, A_(r) to Ar₅ may eachindependently be a benzene group, but exemplary embodiments are notlimited thereto.

In Formulas 2A and 2B, Y₁ may be selected from a single bond,*—N(R₂)—*′, *—C(R₂)(R₃)—*′, and *—C(R₂)═C(R₃)—*′, and k1 may be 1 or 2.

In one exemplary embodiment, in Formula 1, D₁ may be selected from: anacridinyl group, a carbazolyl group, a phenazinyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, an indenocarbazolylgroup, a 11,12-dihydroindolocarbazolyl group, a dibenzoazepine group, a10,11-dihydrodibenzoazepine group, and a tribenzoazepine group, anindolyl group, an acridinyl group, a carbazolyl group, a phenazinylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, anindenocarbazolyl group, an indolocarbazolyl group, a dibenzoazepinegroup, a dihydrodibenzoazepine group, and a tribenzoazepine group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, a C₁-C₂₀ alkyl group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a biphenyl group, and a terphenyl group.

In one or more exemplary embodiments, in Formula 1, D₁ may be a grouprepresented by Formula 2A-1 or 2B-1:

In Formulae 2A-1 and 2B-1, Y₁ and k1 are respectively defined the sameas those of Formula 2A and Formula 2B.

R₁ to R₃, R₄₀, and R₅₀ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, a C₁-C₂₀ alkyl group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a biphenyl group, and a terphenyl group,

a41 and a51 may each independently be an integer of 1 to 4,

a42 may be an integer of 1 to 3, and

* and *′ each indicate a binding site to a neighboring atom.

In one or more exemplary embodiments, in Formula 1, D₁ may be selectedfrom an acridinyl group, a phenazinyl group, a carbazolyl group, adibenzoazepine group, a dihydrodibenzoazepine group, and atribenzoazepine group.

In Formula 1, m1 may be 0 or 1, m2 may be 1 or 2, and m1 and m2 maysatisfy m1+m2=2.

For example, in Formula 1, (i) m1 may be 0, and m2 may be 2; (ii) m1 maybe 1, and m2 may be 1.

In Formula 1, A₁ may be a group represented by Formula 3A or Formula 3B.

In one exemplary embodiment, A₁ of Formula 1 may be a group representedby one selected from Formulas 3A-1 to 3A-3 and 3B-1 to 3B-10:

In Formulas 3A-1 to 3A-3 and 3B-1 to 3B-10, R_(w), n1, X₁, X₂, R₆₀, R₇₀,R₈₀, a60, a70, and a80 are defined the same as described those in therest of the present specification, and

* and *′ each indicate a binding site to a neighboring atom.

In one or more exemplary embodiments, A₁ may be a group represented byone selected from Formulae 3A-2-1 to 3A-2-4, and 3B-8-1 to 3B-8-4:

In Formulas 3A-2-1 to 3A-2-4 and 3B-8-1 to 3B-8-4, R₄, R₅, R₆₀, R₇₀,R₈₀, a70, and a80 are respectively defined the same as those describedin the present specification,

R_(w1), R_(w2), and R_(w3) are defined the same as described inconnection with R_(w),

a61 may be an integer of 1 to 3,

a62 may be 1 or 2, and

* and *′ each indicate a binding site to a neighboring atom.

In Formula 3A, R_(w) may be a cyano group or a substituted orunsubstituted 7E electron-depleted nitrogen-containing heterocyclicgroup.

The “π electron-depleted nitrogen-containing ring” may refer to a C₁-C₆₀heterocyclic group having at least one *—N═*′ moiety as a ring-formingmoiety.

For example, the “π electron-depleted nitrogen-containing ring” mayrefer to i) a 5-membered to 7-membered heteromonocyclic group at leastone *—N═*′ moiety, ii) a heteropolycyclic group in which two or more5-membered to 7-membered heteromonocyclic groups each having at leastone *—N═*′ moiety are condensed with each other, or iii) aheteropolycyclic group in which at least one 5-membered to 7 memberedheteromonocyclic group having at least one *—N═*′ moiety is condensedwith at least one C₅-C₆₀ carbocyclic group.

Examples of the π electron-depleted nitrogen-containing ring may includean imidazole, a pyrazole, a thiazole, an isothiazole, an oxazole, anisoxazole, a pyridine, a pyrazine, a pyrimidine, a pyridazine, anindazole, a purine, a quinoline, an isoquinoline, a benzoquinoline, aphthalazine, a naphthyridine, a quinoxaline, a quinazoline, a cinnoline,a phenanthridine, an acridine, a phenanthroline, a phenazine, abenzimidazole, an isobenzothiazole, a benzoxazole, an isobenzoxazole, atriazole, a tetrazole, an oxadiazole, a triazine, a thiadiazole, animidazopyridine, an imidazopyrimidine, and an azacarbazole, butembodiments of the present disclosure are not limited thereto.

In one exemplary embodiment, R_(w) may be selected from:

a cyano group, a pyridinyl group, a pyrimidyl group, and a triazinylgroup; and

a pyridinyl group, a pyrimidyl group, and a triazinyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a methyl group, an ethyl group, apropyl group, an isobutyl group, a sec-butyl group, a ter-butyl group, aphenyl group, a naphthyl group, a fluorenyl group, a pyridinyl group, apyrimidyl group, a triazinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a biphenyl group, and a terphenyl group.

In Formula 3A, n1 may be an integer of 1 to 4.

In one exemplary embodiment, n1 may be 1, 2, or 3.

For example, (i) n1 may be 1, and R_(w) may be a triazine groupsubstituted with a phenyl group; (ii) n1 may be 2, and two R_(w)(s) mayeach be a cyano group; (iii) n1 may be 3, and two R_(w)(s) may each be acyano group, and one Rw may be a triazine group substituted with aphenyl group, but embodiments of the present disclosure are not limitedthereto.

In Formula 3B,

X₁ may be *—O—*′, *—S—*′, or *—S(═O)₂—*′, and X₂ may be a single bond or*—C(R₄)(R₅)—*′, wherein X₁ may be *—S(═O)₂—*′, or X₂ may be*—C(R₄)(R₅)—*′.

For example, (i) X₁ may be *—O—*′ or *—S—*′, and X₂ may be*—C(R₄)(R₅)—*′, or (ii) X₁ may be *—S(═O)₂—*′, and X₂ may be a singlebond or *—C(R₄)(R₅)—*′.

In one or more exemplary embodiments, X₁ may be *—S(═O)₂—*′, butembodiments of the present disclosure are not limited thereto.

In one exemplary embodiment, A₁ may be a group represented by oneselected to from Formulas 4-1 to 4-7:

In Formulas 4-1 to 4-7,

* and *′ each indicate a binding site to a neighboring atom.

In Formulas 1, 2A, 2B, 3A, and 3B, R₁ to R₅, R₁₀, R₂₀, R₃₀, R₄₀, R₅₀,R₆₀, R₇₀ and R₈₀ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), and —P(═O)(Q₁)(Q₂),

R₂ and R₃; or R₄ and R₅ may optionally be linked to form a substitutedor unsubstituted C₅-C₆₀ carbocyclic group or a substituted orunsubstituted C₂-C₆₀ heterocyclic group,

a10, a20, a30, a40, and a50 may each independently be an integer of 1 to8,

a60 may be an integer of 0 to 3, and

a70 and a80 may each independently be an integer of 1 to 3.

In one exemplary embodiment, R₁ to R₅ may each independently be selectedfrom:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, a ter-butyl group, and a phenylgroup; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, a ter-butyl group, and a phenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a methyl group, an ethyl group, a propylgroup, an isobutyl group, a sec-butyl group, and a ter-butyl group.

In one exemplary embodiment, R₂ and R₃; or R₄ and R₅ may optionally belinked to form a cyclopentane group, a cyclohexane group, a benzenegroup, a naphthalene group, an anthracene group, a phenanthrene group,or a fluorene group.

For example, R₂ and R₃ may be linked to form a benzene group, butexemplary embodiments of the present disclosure are not limited thereto.

In one exemplary embodiment, R₁₀, R₂₀, R₃₀, R₄₀, and R₅₀ may eachindependently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a dibenzosilolyl group, a biphenylgroup, and a terphenyl group; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a dibenzosilolyl group, a biphenyl group, and a terphenyl group,each substituted with at least one selected from deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, a ter-butylgroup, a phenyl group, a naphthyl group, a fluorenyl group, a pyridinylgroup, a pyrimidyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a biphenyl group, and a terphenyl group.

In one exemplary embodiment, R₆₀, R₇₀, and R₈₀ may each independently beselected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a pyridinyl group, a pyrimidyl group,a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a biphenyl group, and aterphenyl group; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a pyridinyl group, a pyrimidyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolyl group, a biphenyl group, and a terphenyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a methyl group, an ethyl group, apropyl group, an isobutyl group, a sec-butyl group, a ter-butyl group, aphenyl group, a naphthyl group, a fluorenyl group, a pyridinyl group, apyrimidyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a biphenyl group, and a terphenyl group.

In one or more embodiments, R₆₀, R₇₀, and R₈₀ may each independently beselected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a pyridinyl group, a pyrimidyl group,a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, atriazinyl group, a biphenyl group, and a terphenyl group; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a pyridinyl group, a pyrimidyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a triazinyl group, a biphenylgroup, and a terphenyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a methyl group, an ethyl group, a propyl group, an isobutylgroup, a sec-butyl group, a ter-butyl group, a phenyl group, a naphthylgroup, a fluorenyl group, a pyridinyl group, a pyrimidyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, atriazinyl group, a biphenyl group, and a terphenyl group.

At least one substituent of the substituted C₅-C₆₀ carbocyclic group,the substituted C₂-C₆₀ heterocyclic group, the substituted C₁-C₆₀ alkylgroup, the substituted C₂-C₆₀ alkenyl group, the substituted C₂-C₆₀alkynyl group, the substituted C₁-C₆₀ alkoxy group, the substitutedC₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀ heterocycloalkyl group,the substituted C₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀heterocycloalkenyl group, the substituted C₆-C₆₀ aryl group, thesubstituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀ arylthio group,the substituted C₁-C₆₀ heteroaryl group, the substituted monovalentnon-aromatic condensed polycyclic group, and the substituted monovalentnon-aromatic condensed heteropolycyclic group may be selected from:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independentlybe selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group, and

* and *′ each indicate a binding site to a neighboring atom.

In one exemplary embodiment, the heterocyclic compound may be selectedfrom Compounds T-1 to T-17, but embodiments of the present disclosureare not limited thereto:

The heterocyclic compound may include a substituent having a property ofan electron withdrawing group (EWG) and a substituent having a propertyof an electron donating group (EDG) at the same time, and by introducingthese substituents at appropriate positions, the energy differencebetween single and triplet states of the overall compound may beappropriately controlled, thereby exhibiting thermally activated delayedfluorescence (TADF).

The following equation may be satisfied between the singlet energy andthe triplet energy of the heterocyclic compound:

E _(st) =S1−T1<0.3 eV.

The heterocyclic compound may have a structure of Formula 1. Inparticular, the heterocyclic compound may include two electron donormoieties and one electron acceptor moiety as shown below, so thatelectrons may be easily moved within a molecule, thereby improving theemission efficiency. In addition, a dipole may be formed from theelectron donor moiety to the electron acceptor moiety, resulting in theincreased dipole moment within the molecule. Accordingly, the emissionefficiency may be further improved:

In addition, in the heterocyclic compound, the electron donor moiety andthe electron acceptor moiety may be separated from each other toeffectively block the orbital overlap in the molecule and prevent thesingle and triplet from overlapping, resulting in a very low ΔE_(st). Asa result, the reverse intersystem crossing (RISC) may be enabled from atriplet excited state to a singlet excited state even at roomtemperature through heat activation, and in this regard, delayedfluorescence may be exhibited. Accordingly, the triplet exciton may beused for light emission, thereby improving the emission efficiency.

Furthermore, the heterocyclic compound may have a relatively high charge(e.g., holes or electrons) transport ability. Thus, in an organiclight-emitting device including the heterocyclic compound represented byFormula 1, the exciton formation ratio in an emission layer may beimproved. In this regard, such an organic light-emitting device may havea low driving voltage, a high efficiency, a long lifespan, and a highmaximum quantum efficiency.

A synthesis method for the heterocyclic compound represented by Formula1 would be apparent to those of ordinary skill in the art by referringto the following examples.

At least one of the heterocyclic compound of Formula 1 may be usedbetween a pair of electrodes of an organic light-emitting device. Forexample, the heterocyclic compound may be included in at least one layerselected from a hole transport region, an electron transport region, andan emission layer. In one or more embodiments, the heterocyclic compoundof Formula 1 may be used as a material for a capping layer locatedoutside a pair of electrodes of an organic light-emitting device.

Accordingly, provided is an organic light-emitting device including: afirst electrode; a second electrode facing the first electrode; and anorganic layer between the first electrode and the second electrode, theorganic layer including an emission layer, wherein the organic layerincludes at least one condensed cyclic compound.

The expression “(an organic layer) includes at least one heterocycliccompound” used herein may include a case in which “(an organic layer)includes identical compounds represented by Formula 1” and a case inwhich “(an organic layer) includes two or more different heterocycliccompounds represented by Formula 1.”

For example, the organic layer may include, as the heterocycliccompound, only Compound 1. In this regard, Compound 1 may exist in anemission layer of the organic light-emitting device. In one or moreembodiments, the organic layer may include, as the heterocycliccompound, Compound 1 and Compound 2. In this regard, Compound 1 andCompound 2 may exist in an identical layer (for example, Compound 1 andCompound 2 may all exist in an emission layer), or different layers (forexample, Compound 1 may exist in an emission layer and Compound 2 mayexist in an electron transport layer).

In one exemplary embodiment, the first electrode of the organiclight-emitting device may be an anode, the second electrode of theorganic light-emitting device may be a cathode, the organic layer of theorganic light-emitting device may further include a hole transportregion between the first electrode and the emission layer and anelectron transport region between the emission layer and the secondelectrode, the hole transport region may include a hole injection layer,a hole transport layer, an emission auxiliary layer, an electronblocking layer, or any combination thereof, and the electron transportregion may include a hole blocking layer, an electron transport layer,an electron injection layer, or any combination thereof.

In one or more exemplary embodiments, the emission layer of the organiclight-emitting device may include the heterocyclic compound.

In one or more exemplary embodiments, the heterocyclic compound includedin the emission layer of the organic light-emitting device may serve asa TADF emitter, and thus, the emission layer may emit delayedfluorescence.

In one or more exemplary embodiments, the emission layer of the organiclight-emitting device may consist of the heterocyclic compound; or theemission layer of the organic light-emitting device may further includea host, wherein an amount of the heterocyclic compound per 100 parts byweight of the emission layer may be in a range of about 0.1 parts toabout 50 parts by weight.

The host included in the emission layer may include at least oneselected from an anthracene-based compound, a pyrene-based compound anda spiro-bifluorene-based compound, but exemplary embodiments are notlimited thereto.

In one exemplary embodiment, the hole transport region of the organiclight-emitting device may include a p-dopant having a lowest unoccupiedmolecular orbital (LUMO) energy level of less than −3.5 eV.

In one exemplary embodiment, the electron transport region of theorganic light-emitting device may further include: a triazole-containingcompound or a benzotriazole-containing compound, or

an alkali metal, an alkaline earth metal, a rare earth metal, an alkalimetal compound, an alkaline earth metal compound, a rare earth metalcompound, an alkali metal complex, an alkaline earth metal complex, arare earth metal complex, or any combination thereof.

The term “organic layer” used herein refers to a single layer and/or aplurality of layers disposed between the first electrode and the secondelectrode of the organic light-emitting device. A material included inthe “organic layer” is not limited to an organic material.

(Description of FIG. 1)

FIG. 1 is a schematic view of an organic light-emitting device 10according to an exemplary embodiment. The organic light-emitting device10 includes a first electrode 110, an organic layer 150, and a secondelectrode 190.

Hereinafter, the structure of the organic light-emitting device 10according to an embodiment and a method of manufacturing the organiclight-emitting device 10 will be described in connection with FIG. 1.

(First Electrode 110)

In FIG. 1, a substrate may be additionally disposed under the firstelectrode 110 or above the second electrode 190. The substrate may be aglass substrate or a plastic substrate, each having excellent mechanicalstrength, thermal stability, transparency, surface smoothness, ease ofhandling, and water resistance.

The first electrode 110 may be formed by depositing or sputtering amaterial for forming the first electrode 110 on the substrate. When thefirst electrode 110 is an anode, the material for a first electrode maybe selected from materials with a high work function to facilitate holeinjection.

The first electrode 110 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode. When the firstelectrode 110 is a transmissive electrode, a material for forming afirst electrode may be selected from indium tin oxide (ITO), indium zincoxide (IZO), tin oxide (SnO₂), zinc oxide (ZnO), and any combinationsthereof, but exemplary embodiments are not limited thereto. In one ormore exemplary embodiments, when the first electrode 110 is asemi-transmissive electrode or a reflectable electrode, a material forforming a first electrode may be selected from magnesium (Mg), silver(Ag), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca),magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), and any combinationsthereof, but exemplary embodiments are not limited thereto.

The first electrode 110 may have a single-layered structure, or amulti-layered structure including two or more layers. For example, thefirst electrode 110 may have a three-layered structure of ITO/Ag/ITO,but the structure of the first electrode 110 is not limited thereto.

(Organic Layer 150)

The organic layer 150 is disposed on the first electrode 110. Theorganic layer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regionbetween the first electrode 110 and the emission layer, and an electrontransport region between the emission layer and the second electrode190.

(Hole Transport Region in Organic Layer 150)

The hole transport region may have i) a single-layered structureincluding a single layer including a single material, ii) asingle-layered structure including a single layer including a pluralityof different materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The hole transport region may include at least one layer selected from ahole injection layer, a hole transport layer, an emission auxiliarylayer, and an electron blocking layer.

For example, the hole transport region may have a single-layeredstructure including a single layer including a plurality of differentmaterials, or a multi-layered structure having a hole injectionlayer/hole transport layer structure, a hole injection layer/holetransport layer/emission auxiliary layer structure, a hole injectionlayer/emission auxiliary layer structure, a hole transportlayer/emission auxiliary layer structure, or a hole injection layer/holetransport layer/electron blocking layer structure, wherein for eachstructure, constituting layers are sequentially stacked from the firstelectrode 110 in this stated order, but the structure of the holetransport region is not limited thereto.

The hole transport region may include at least one selected from,m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, Spiro-TPD, Spiro-NPB,methylated-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine(TCTA), polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonic acid (PANI/CSA),polyaniline/poly(4-styrenesulfonate) (PANI/PSS), a compound representedby Formula 201, and a compound represented by Formula 202:

In Formulas 201 and 202,

L₂₀₁ to L₂₀₄ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

L₂₀₅ may be selected from *—O—*′, *—S—*′, *—N(Q₂₀₁)-*′, a substituted orunsubstituted C₁-C₂₀ alkylene group, a substituted or unsubstitutedC₂-C₂₀ alkenylene group, a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xa1 to xa4 may each independently be an integer of 0 to 3,

xa5 may be an integer of 1 to 10, and

R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independently be selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

For example, in Formula 202, R₂₀₁ and R₂₀₂ may optionally be linked viaa single bond, a dimethyl-methylene group, or a diphenyl-methylenegroup, and R₂₀₃ and R₂₀₄ may optionally be linked via a single bond, adimethyl-methylene group, or a diphenyl-methylene group.

In one or more exemplary embodiments, in Formulas 201 and 202,

L₂₀₁ to L₂₀₅ may each independently be selected from:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂).

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In one or more exemplary embodiments, xa1 to xa4 may each independentlybe 0, 1, or 2.

In one or more exemplary embodiments, xa5 may be 1, 2, 3, or 4.

In one or more exemplary embodiments, R₂₀₁ to R₂₀₄ and Q₂₀₁ may eachindependently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ are defined the same as described above.

In one or more exemplary embodiments, in Formula 201, at least oneselected from R₂₀₁ to R₂₀₃ may each independently be selected from:

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a phenyl group substituted with a C₁-C₁₀ alkylgroup, a phenyl group substituted with —F, a naphthyl group, a fluorenylgroup, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranylgroup, and a dibenzothiophenyl group. However, exemplary embodiments arenot limited thereto.

In one or more exemplary embodiments, in Formula 202, i) R₂₀₁ and R₂₀₂may be linked via a single bond, and/or ii) R₂₀₃ and R₂₀₄ may be linkedvia a single bond.

In one or more exemplary embodiments, in Formula 202, at least oneselected from R₂₀₁ to R₂₀₄ may be selected from:

a carbazolyl group; and

a carbazolyl group substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, acarbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.However, exemplary embodiments are not limited thereto.

The compound represented by Formula 201 may be represented by Formula201A:

In one exemplary embodiment, the compound represented by Formula 201 maybe represented by Formula 201A(1) below, but exemplary embodiments arenot limited thereto:

In one exemplary embodiment, the compound represented by Formula 201 maybe represented by Formula 201A-1 below, but exemplary embodiments arenot limited thereto:

In one exemplary embodiment, the compound represented by Formula 202 maybe represented by Formula 202A:

In one exemplary embodiment, the compound represented by Formula 202 maybe represented by Formula 202A-1:

In Formulas 201A, 201A(1), 201A-1, 202A, and 202A-1,

L₂₀1 to L₂₀₃, xa1 to xa3, xa5, and R₂₀₂ to R₂₀₄ are each defined thesame as described above,

R₂11 and R₂12 may each independently be defined the same as described inconnection with R₂₀₃, and

R₂₁₃ to R₂₁₇ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group.

The hole transport region may include at least one compound selectedfrom Compounds HT1 to HT39, but exemplary embodiments are not limitedthereto:

A thickness of the hole transport region may be in a range of about 100Å to about 10,000 Å, for example, about 100 Å to about 1,000 Å. When thehole transport region includes at least one of a hole injection layerand a hole transport layer, a thickness of the hole injection layer maybe in a range of about 100 Å to about 9,000 Å, for example, about 100 Åto about 1,000 Å, and a thickness of the hole transport layer may be ina range of about 50 Å to about 2,000 Å, for example about 100 Å to about1,500 Å. When the thicknesses of the hole transport region, the holeinjection layer, and the hole transport layer are within these ranges,satisfactory hole transporting characteristics may be obtained without asubstantial increase in driving voltage.

The emission auxiliary layer may increase light-emission efficiency bycompensating for an optical resonance distance according to thewavelength of light emitted by an emission layer, and the electronblocking layer may block the flow of electrons from an electrontransport region. The emission auxiliary layer and the electron blockinglayer may include the materials as described above.

(p-dopant)

The hole transport region may further include, in addition to thesematerials, a charge-generation material for the improvement ofconductive properties. The charge-generation material may behomogeneously or non-homogeneously dispersed in the hole transportregion.

The charge-generation material may be, for example, a p-dopant.

In one exemplary embodiment, the p-dopant may have a LUMO level of −3.5eV or less.

The p-dopant may include at least one selected from a quinonederivative, a metal oxide, and a cyano group-containing compound, butexemplary embodiments are not limited thereto.

For example, the p-dopant may include, without limitation, at least oneselected from:

a quinone derivative, such as tetracyanoquinodimethane (TCNQ) and2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane(F4-TCNQ);

a metal oxide, such as tungsten oxide or molybdenum oxide;

1,4,5,8,9,12-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

a compound represented by Formula 221 below:

In Formula 221,

R₂₂₁ to R₂₂₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, wherein at least oneselected from R₂₂₁ to R₂₂₃ may have at least one substituent selectedfrom a cyano group, —F, —Cl, —Br, —I, a C₁-C₂₀ alkyl group substitutedwith —F, a C₁-C₂₀ alkyl group substituted with —Cl, a C₁-C₂₀ alkyl groupsubstituted with —Br, and a C₁-C₂₀ alkyl group substituted with —I.

(Emission Layer in Organic Layer 150)

When the organic light-emitting device 10 is a full-color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, or a blue emission layer,according to a sub-pixel. In one or more exemplary embodiments, theemission layer may have a stacked structure of two or more layersselected from a red emission layer, a green emission layer, and a blueemission layer, in which the two or more layers contact each other orare separated from each other. In one or more exemplary embodiments, theemission layer may include two or more materials selected from a redlight-emitting material, a green light-emitting material, and a bluelight-emitting material, in which the two or more materials are mixedwith each other in a single layer to emit white light.

The emission layer may include a host and a dopant. The dopant mayinclude at least one selected from a phosphorescent dopant and afluorescent dopant.

In the emission layer, an amount of the dopant may be in a range ofabout 0.01 parts to about 15 parts by weight based on 100 parts byweight of the host, but embodiments of the present disclosure are notlimited thereto.

A thickness of the emission layer may be in a range of about 100 Å toabout 1,000 Å, for example, about 200 Å to about 600 Å. When thethickness of the emission layer is within this range, excellentlight-emission characteristics may be obtained without a substantialincrease in driving voltage.

(Host in Emission Layer)

In one or more exemplary embodiments, the host may include a compoundrepresented by Formula 301 below.

[Ar₃₀₁]_(xb11)-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb21).  <Formula 301>

In Formula 301,

Ar₃₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xb11 may be 1, 2, or 3,

L₃₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xb1 may be an integer from 0 to 5,

R₃₀₁ may be selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), —N(Q₃₀₁)(Q₃₀₂),—B(Q₃₀₁)(Q₃₀₂), —C(═O)(Q₃₀₁), —S(═O)₂(Q₃₀₁), and —P(═O)(Q₃₀₁)(Q₃₀₂),

xb21 may be an integer from 1 to 5, and

Q₃₀₁ to Q₃₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, but embodiments of the presentdisclosure are not limited thereto.

In one exemplary embodiment, Ar₃₀₁ in Formula 301 may be selected from:

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup; and

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, a naphthyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁—C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group. However, exemplary embodiments are notlimited thereto.

When xb11 in Formula 301 is two or more, two or more Ar₃₀₁(s) may belinked via a single bond.

In one or more exemplary embodiments, the compound represented byFormula 301 may be represented by Formula 301-1 or 301-2:

In Formulas 301-1 and 301-2,

A₃₀₁ to A₃₀₄ may each independently be selected from a benzene, anaphthalene, a phenanthrene, a fluoranthene, a triphenylene, a pyrene, achrysene, a pyridine, a pyrimidine, an indene, a fluorene, aspiro-bifluorene, a benzofluorene, a dibenzofluorene, an indole, acarbazole, a benzocarbazole, a dibenzocarbazole, a furan, a benzofuran,a dibenzofuran, a naphthofuran, a benzonaphthofuran, a dinaphthofuran, athiophene, a benzothiophene, a dibenzothiophene, a naphthothiophene, abenzonaphthothiophene group, and a dinaphthothiophene group,

X₃₀₁ may be O, S, or N-[(L₃₀₄)_(xb4)-R₃₀₄],

R₃₁₁ to R₃₁₄ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

xb22 and xb23 may each independently be 0, 1, or 2,

L₃₀₁, xb1, R₃₀₁, and Q₃₁ to Q₃₃ are defined the same as described above,

L₃₀₂ to L₃₀₄ may each independently be defined the same as described inconnection with L₃₀₁,

xb2 to xb4 may each independently be defined the same as described inconnection with xb 1, and

R₃₀₂ to R₃₀₄ may each independently be defined the same as described inconnection with R₃₀₁.

For example, in Formulas 301, 301-1, and 301-2, L₃₀₁ to L₃₀₄ may eachindependently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, an azacarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ are defined the same as described above.

In one exemplary embodiment, in Formula 301, 301-1, and 301-2, R₃₀₁ toR₃₀₄ may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ are defined the same as described above.

In one or more exemplary embodiments, the host may include an alkalineearth metal complex. For example, the host may be selected from a Becomplex (for example, Compound H55), a Mg complex, and a Zn complex.

The host may include at least one selected from9,10-di(2-naphthyl)anthracene (ADN),2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN),9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN),4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene(mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), and Compounds H1 to H55,but exemplary embodiments are not limited thereto:

In one exemplary embodiment, the host may be a compound including aphosphorous atom, and an example thereof is Compound BH-1. However,exemplary embodiments are not limited thereto:

(Phosphorescent Dopant Included in Emission Layer in Organic Layer 150)

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401:

In Formulas 401 and 402,

M may be selected from iridium (Ir), platinum (Pt), palladium (Pd),osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu),terbium (Tb), rhodium (Rh), and thulium (Tm),

L₄₀₁ may be selected from ligands represented by Formula 402, and xc1may be 1, 2, or 3, wherein, when xc1 is two or more, two or more L₄₀₁(s)may be identical to or different from each other,

L₄₀₂ may be an organic ligand, and xc2 may be an integer from 0 to 4,wherein, when xc2 is two or more, two or more L₄₀₂(s) may be identicalto or different from each other,

X₄₀₁ to X₄₀₄ may each independently be nitrogen or carbon,

X₄₀₁ and X₄₀₃ may be linked via a single bond or a double bond, and X₄₀₂and X₄₀₄ may be linked via a single bond or a double bond,

A₄₀₁ and A₄₀₂ may each independently be selected from a C₅-C₆₀carbocyclic group or a C₁-C₆₀ heterocyclic group,

X₄₀₅ may be a single bond, *—O—*′, *—S—*′, *—C(═O)—*′, *—N(Q₄₁₁)-*′,*—C(Q₄₁₁)(Q₄₁₂)-*′, *—C(Q₄₁₁)=C(Q₄₁₂)-*′, *—C(Q₄₁₁)=*′, or *═C=*′,wherein Q₄₁₁ and Q₄₁₂ are each independently hydrogen, deuterium, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, or a naphthyl group,

X₄₀₆ may be a single bond, O, or S,

R₄₀₁ and R₄₀₂ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₂₀ alkyl group, a substituted orunsubstituted C₁-C₂₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₀₁ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃),—N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁), —S(═O)₂(Q₄₀₁), and—P(═O)(Q₄₀₁)(Q₄₀₂), wherein Q₄₀₁ to Q₄₀₃ may each independently beselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a C₆-C₂₀ arylgroup, and a C₁-C₂₀ heteroaryl group,

xc11 and xc12 may each independently be an integer from 0 to 10, and

in Formula 402, * and *′ each indicate a binding site to M of Formula401.

In one exemplary embodiment, in Formula 402, A₄₀₁ and A₄₀₂ may eachindependently be selected from a benzene group, a naphthalene group, afluorene group, a spiro-bifluorene group, an indene group, a pyrrolegroup, a thiophene group, a furan group, an imidazole group, a pyrazolegroup, a thiazole group, an isothiazole group, an oxazole group, anisoxazole group, a pyridine group, a pyrazine group, a pyrimidine group,a pyridazine group, a quinoline group, an isoquinoline group, abenzoquinoline group, a quinoxaline group, a quinazoline group, acarbazole group, a benzimidazole group, a benzofuran group, abenzothiophene group, an isobenzothiophene group, a benzoxazole group,an isobenzoxazole group, a triazole group, a tetrazole group, anoxadiazole group, a triazine group, a dibenzofuran group, and adibenzothiophene group.

In one or more exemplary embodiments, in Formula 402, i) X₄₀₁ may benitrogen, and X₄₀₂ may be carbon, or ii) X₄₀₁ and X₄₀₂ may each benitrogen at the same time.

In one or more exemplary embodiments, in Formula 402, R₄₀₁ and R₄₀₂ mayeach independently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a phenyl group, a naphthyl group, a cyclopentyl group,a cyclohexyl group, an adamantanyl group, a norbornanyl group, and anorbornenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

—Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃), —N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁),—S(═O)₂(Q₄₀₁), and —P(═O)(Q₄₀₁)(Q₄₀₂), and

Q₄₀₁ to Q₄₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, and anaphthyl group, but exemplary embodiments are not limited thereto.

In one or more exemplary embodiments, in Formula 401, when xc1 is two ormore, two A₄₀₁(s) selected from two or more of L₄₀₁(s) may optionally belinked via X₄₀₇, which is a linking group; or when xc2 is two or more,two A₄₀₂(s) selected from two or more of L₄₀₂(S) may optionally belinked via X₄₀₈, which is a linking group (see Compounds PD1 to PD4 andPD7, wherein X₄₀₇ and X₄₀₈ may each independently be a single bond,*—O—*′, *—S—*′, *—C(═O)—*′, *—N(Q₄₁₃)-*′, *—C(Q₄₁₃)(Q₄₁₄)-*′, or*—C(Q₄₁₃)=C(Q₄₁₄)-*′ (wherein Q₄₁₃ and Q₄₁₄ may each independently behydrogen, deuterium, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, or a naphthyl group),but exemplary embodiments are not limited thereto.

L₄₀₂ in Formula 401 may be a monovalent, divalent, or trivalent organicligand. For example, L₄₀₂ may be selected from halogen, diketone (forexample, acetylacetonate), carboxylic acid (for example, picolinate),—C(═O), isonitrile, —CN, and phosphorus (for example, phosphine, orphosphite), but exemplary embodiments are not limited thereto.

In one or more exemplary embodiments, the phosphorescent dopant may beselected from, for example, Compounds PD1 to PD25, but exemplaryembodiments of the present disclosure are not limited thereto:

(Fluorescent Dopant in Emission Layer)

The fluorescent dopant may include a compound represented by Formula 1.

In one exemplary embodiment, the fluorescent dopant may include anarylamine compound or a styrylamine compound.

The fluorescent dopant may include a compound represented by Formula501:

<Formula 501>

In Formula 501,

Ar₅₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

L₅₀₁ to L₅₀₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xd1 to xd3 may each independently be an integer of 0 to 3,

R₅₀₁ and R₅₀₂ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and

xd4 may be an integer of 1 to 6.

In one exemplary embodiment, Ar₅₀₁ in Formula 501 may be selected from:

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup; and

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In one or more exemplary embodiments, L₅₀₁ to L₅₀₃ in Formula 501 mayeach independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, and a pyridinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group.

In one or more exemplary embodiments, in Formula 501, Rso₅₀₁ and R₅₀₂may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group and —Si(Q₃₁)(Q₃₂)(Q₃₃), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In one or more exemplary embodiments, xd4 in Formula 501 may be 2, butexemplary embodiments are not limited thereto.

For example, the fluorescent dopant may be selected from Compounds FD 1to FD22:

In one or more exemplary embodiments, the fluorescent dopant may beselected from the following compounds, but exemplary embodiments are notlimited thereto:

(Electron Transport Region in Organic Layer 150)

The electron transport region may have i) a single-layered structureincluding a single layer including a single material, ii) asingle-layered structure including a single layer including a pluralityof different materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The electron transport region may include at least one selected from abuffer layer, a hole blocking layer, an electron control layer, anelectron transport layer, and an electron injection layer, butembodiments of the present disclosure are not limited thereto.

For example, the electron transport region may have an electrontransport layer/electron injection layer structure, a hole blockinglayer/electron transport layer/electron injection layer structure, anelectron control layer/electron transport layer/electron injection layerstructure, or a buffer layer/electron transport layer/electron injectionlayer structure, wherein for each structure, constituting layers aresequentially stacked from an emission layer. However, exemplaryembodiments of the structure of the electron transport region are notlimited thereto.

The electron transport region (for example, a buffer layer, a holeblocking layer, an electron control layer, or an electron transportlayer in the electron transport region) may include a metal-freecompound containing at least one π electron-depleted nitrogen-containingring.

The “n electron-depleted nitrogen-containing ring” indicates a C₁-C₆₀heterocyclic group having at least one *—N═*′ moiety as a ring-formingmoiety.

For example, the “π electron-depleted nitrogen-containing ring” may bei) a 5-membered to 7-membered heteromonocyclic group having at least one*—N═*′ moiety, ii) a heteropolycyclic group in which two or more5-membered to 7-membered heteromonocyclic groups each having at leastone *—N═*′ moiety are condensed with each other, or iii) aheteropolycyclic group in which at least one of 5-membered to 7-memberedheteromonocyclic groups, each having at least one *—N═*′ moiety, iscondensed with at least one C₅-C₆₀ carbocyclic group.

Examples of the π electron-depleted nitrogen-containing ring include animidazole, a pyrazole, a thiazole, an isothiazole, an oxazole, anisoxazole, a pyridine, a pyrazine, a pyrimidine, a pyridazine, anindazole, a purine, a quinoline, an isoquinoline, a benzoquinoline, aphthalazine, a naphthyridine, a quinoxaline, a quinazoline, a cinnoline,a phenanthridine, an acridine, a phenanthroline, a phenazine, abenzimidazole, an isobenzothiazole, a benzoxazole, an isobenzoxazole, atriazole, a tetrazole, an oxadiazole, a triazine, thiadiazol, animidazopyridine, an imidazopyrimidine, and an azacarbazole, but are notlimited thereto.

For example, the electron transport region may include a compoundrepresented by Formula 601:

[Ar₆₀₁]_(xe11)-[(L₆₀₁)_(xe1)-R₆₀₁]_(xe21).  <Formula 601>

In Formula 601,

Ar₆₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xe11 may be 1, 2, or 3,

L₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xe1 may be an integer from 0 to 5,

R₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₆₀₁)(Q₆₀₂)(Q₆₀₃), —C(═O)(Q₆₀₁),—S(═O)₂(Q₆₀₁), and —P(═O)(Q₆₀₁)(Q₆₀₂),

Q₆₀₁ to Q₆₀₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or anaphthyl group, and

xe21 may be an integer from 1 to 5.

In one exemplary embodiment, at least one of Ar₆₀₁(s) in the number ofxe11 and R₆₀₁(s) in the number of xe21 may include the πelectron-depleted nitrogen-containing ring.

In one exemplary embodiment, ring Ar₆₀₁ in Formula 601 may be selectedfrom:

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an isobenzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazole group, an imidazopyridine group,an imidazopyrimidine group, and an azacarbazole group; and

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an isobenzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazole group, an imidazopyridine group,an imidazopyrimidine group, and an azacarbazole group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group,—Si(Q₃₁)(Q₃₂)(Q₃₃), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

When xe11 in Formula 601 is two or more, two or more Ar₆₀₁(s) may belinked via a single bond.

In one or more exemplary embodiments, Ar₆₀₁ in Formula 601 may be ananthracene group.

In one or more exemplary embodiments, a compound represented by Formula601 may be represented by Formula 601-1:

In Formula 601-1,

X₆₁₄ may be N or C(R₆₁₄), X₆₁₅ may be N or C(R₆₁₅), X₆₁₆ may be N orC(R₆₁₆), and at least one selected from X₆₁₄ to X₆₁₆ may be N,

L₆₁₁ to L₆₁₃ may each independently be defined the same as described inconnection with L₆₀₁,

xe611 to xe613 may each independently be defined the same as describedin connection with xe1,

R₆₁₁ to R₆₁₃ may each independently be defined the same as described inconnection with R₆₀₁, and

R₆₁₄ to R₆₁₆ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one exemplary embodiment, L₆₀₁ and L₆₁₁ to L₆₁₃ in Formulas 601 and601-1 may each independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, and an azacarbazolyl group. However, exemplary embodiments arenot limited thereto.

In one or more exemplary embodiments, xe1 and xe611 to xe613 in Formulas601 and 601-1 may each independently be 0, 1, or 2.

In one or more exemplary embodiments, in Formulae 601 and 601-1, R₆₀₁and R₆₁₁ to R₆₁₃ may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group; and

—S(═O)₂(Q₆₀₁), and —P(═O)(Q₆₀₁)(Q₆₀₂), and

Q₆₀₁ and Q₆₀₂ are defined the same as described above.

The electron transport region may include at least one compound selectedfrom Compounds ET1 to ET36, but exemplary embodiments are not limitedthereto:

In one or more exemplary embodiments, the electron transport region mayinclude at least one compound selected from2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP),4,7-diphenyl-1,10-phenanthroline (Bphen), Alq₃, BAlq,3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole(TAZ), and NTAZ:

A thickness of the buffer layer, the hole blocking layer, or theelectron control layer may be in a range of about 20 Å to about 1,000 Å,for example, about 30 Å to about 300 Å. When the thicknesses of thebuffer layer, the hole blocking layer, and the electron control layerare within these ranges, the electron blocking layer may have excellentelectron blocking characteristics or electron control characteristicswithout a substantial increase in driving voltage.

A thickness of the electron transport layer may be in a range of about100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å. Whenthe thickness of the electron transport layer is within the rangedescribed above, the electron transport layer may have satisfactoryelectron transport characteristics without a substantial increase indriving voltage.

The electron transport region (for example, the electron transport layerin the electron transport region) may further include, in addition tothe materials described above, a metal-containing material.

The metal-containing material may include at least one selected fromalkali metal complex and alkaline earth-metal complex. The alkali metalcomplex may include a metal ion selected from a Li ion, a Na ion, a Kion, a Rb ion, and a Cs ion, and the alkaline earth-metal complex mayinclude a metal ion selected from a Be ion, a Mg ion, a Ca ion, a Srion, and a Ba ion. A ligand coordinated with the metal ion of the alkalimetal complex or the alkaline earth-metal complex may be selected from ahydroxy quinoline, a hydroxy isoquinoline, a hydroxy benzoquinoline, ahydroxy acridine, a hydroxy phenanthridine, a hydroxy phenyloxazole, ahydroxy phenylthiazole, a hydroxy diphenyloxadiazole, a hydroxydiphenylthiadiazol, a hydroxy phenylpyridine, a hydroxyphenylbenzimidazole, a hydroxy phenylbenzothiazole, a bipyridine, aphenanthroline, and a cyclopentadiene. However, exemplary embodimentsare not limited thereto.

For example, the metal-containing material may include a Li complex. TheLi complex may include, for example, Compound ET-D1 (lithium quinolate,LiQ) or ET-D2:

The electron transport region may include an electron injection layerthat facilitates injection of electrons from the second electrode 190.The electron injection layer may directly contact the second electrode190.

The electron injection layer may have i) a single-layered structureincluding a single layer including a single material, ii) asingle-layered structure including a single layer including a pluralityof different materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The electron injection layer may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof.

The alkali metal may be selected from Li, Na, K, Rb, and Cs. In oneembodiment, the alkali metal may be Li, Na, or Cs. In one or moreexemplary embodiments, the alkali metal may be Li or Cs, but exemplaryembodiments are not limited thereto.

The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb, and Gd.

The alkali metal compound, the alkaline earth-metal compound, and therare earth metal compound may be selected from oxides and halides (forexample, fluorides, chlorides, bromides, or iodides) of the alkalimetal, the alkaline earth-metal, and the rare earth metal.

The alkali metal compound may be selected from alkali metal oxides, suchas Li₂O, Cs₂O, or K₂O, and alkali metal halides, such as LiF, NaF, CsF,KF, LiI, NaI, CsI, or KI. In one exemplary embodiment, the alkali metalcompound may be selected from LiF, Li₂O, NaF, LiI, NaI, CsI, and KI, butexemplary embodiments are not limited thereto.

The alkaline earth-metal compound may be selected from alkalineearth-metal oxides, such as BaO, SrO, CaO, Ba_(x)Sr_(1-x)O (0<x<1), orBa_(x)Ca_(1-x)O (0<x<1). In one exemplary embodiment, the alkalineearth-metal compound may be selected from BaO, SrO, and CaO, butexemplary embodiments are not limited thereto.

The rare earth metal compound may be selected from YbF₃, ScF₃, ScO₃,Y₂O₃, Ce₂O₃, GdF₃, and TbF₃. In one exemplary embodiment, the rare earthmetal compound may be selected from YbF₃, ScF₃, TbF₃, Yb₃, ScI₃, andTb₃, but exemplary embodiments are not limited thereto.

The alkali metal complex, the alkaline earth-metal complex, and the rareearth metal complex may include an ion of alkali metal, alkalineearth-metal, and rare earth metal as described above, and a ligandcoordinated with a metal ion of the alkali metal complex, the alkalineearth-metal complex, or the rare earth metal complex may be selectedfrom hydroxy quinoline, hydroxy isoquinoline, hydroxy benzoquinoline,hydroxy acridine, hydroxy phenanthridine, hydroxy phenyloxazole, hydroxyphenylthiazole, hydroxy diphenyloxadiazole, hydroxy diphenylthiadiazol,hydroxy phenylpyridine, hydroxy phenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene.However, exemplary embodiments are not limited thereto.

The electron injection layer may consist of an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof, as described above. In one or more exemplaryembodiments, the electron injection layer may further include an organicmaterial. When the electron injection layer further includes an organicmaterial, an alkali metal, an alkaline earth metal, a rare earth metal,an alkali metal compound, an alkaline earth-metal compound, a rare earthmetal compound, an alkali metal complex, an alkaline earth-metalcomplex, a rare earth metal complex, or any combinations thereof may behomogeneously or non-homogeneously dispersed in a matrix including theorganic material.

A thickness of the electron injection layer may be in a range of about 1Å to about 100 Å, for example, about 3 Å to about 90 Å. When thethickness of the electron injection layer is within the range describedabove, the electron injection layer may have satisfactory electroninjection characteristics without a substantial increase in drivingvoltage.

(Second Electrode 190)

The second electrode 190 may be disposed on the organic layer 150 havingsuch a structure. The second electrode 190 may be a cathode which is anelectron injection electrode, and in this regard, a material for formingthe second electrode 190 may be selected from metal, an alloy, anelectrically conductive compound, and a combination thereof, which havea relatively low work function.

The second electrode 190 may include at least one selected from lithium(Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium(Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver(Mg—Ag), ITO, and IZO. However, exemplary embodiments are not limitedthereto. The second electrode 190 may be a transmissive electrode, asemi-transmissive electrode, or a reflective electrode.

The second electrode 190 may have a single-layered structure, or amulti-layered structure including two or more layers.

(Description of FIGS. 2 to 4)

An organic light-emitting device 20 of FIG. 2 includes a first cappinglayer 210, a first electrode 110, an organic layer 150, and a secondelectrode 190 which are sequentially stacked in this stated order, anorganic light-emitting device 30 of FIG. 3 includes a first electrode110, an organic layer 150, a second electrode 190, and a second cappinglayer 220 which are sequentially stacked in this stated order, and anorganic light-emitting device 40 of FIG. 4 includes a first cappinglayer 210, a first electrode 110, an organic layer 150, a secondelectrode 190, and a second capping layer 220.

Regarding FIGS. 2 to 4, the first electrode 110, the organic layer 150,and the second electrode 190 may be understood by referring to thedescription presented in connection with FIG. 1.

In the organic layer 150 of each of the organic light-emitting devices20 and 40, light generated in an emission layer may pass through thefirst electrode 110, which is a semi-transmissive electrode or atransmissive electrode, and the first capping layer 210 toward theoutside, and in the organic layer 150 of each of the organiclight-emitting devices 30 and 40, light generated in an emission layermay pass through the second electrode 190, which is a semi-transmissiveelectrode or a transmissive electrode, and the second capping layer 220toward the outside.

The first capping layer 210 and the second capping layer 220 mayincrease external luminescent efficiency according to the principle ofconstructive interference.

The first capping layer 210 and the second capping layer 220 may eachindependently be an organic capping layer including an organic material,an inorganic capping to layer including an inorganic material, or acomposite capping layer including an organic material and an inorganicmaterial.

The first capping layer 210 or the second capping layer 220 may includeat least one material selected from carbocyclic compounds, heterocycliccompounds, amine-based compounds, porphyrine derivatives, phthalocyaninederivatives, a naphthalocyanine derivatives, alkali metal complexes, andalkaline earth-based complexes. The carbocyclic compound, theheterocyclic compound, and the amine-based compound may be optionallysubstituted with a substituent containing at least one element selectedfrom O, N, S, Se, Si, F, Cl, Br, and I. In one exemplary embodiment, thefirst capping layer 210 and the second capping layer 220 may eachindependently include at least one material selected from carbocycliccompounds, heterocyclic compounds, amine-based compounds, porphyrinederivatives, phthalocyanine derivatives, a naphthalocyanine derivatives,alkali metal complexes, and alkaline earth-based complexes. Thecarbocyclic compound, the heterocyclic compound, and the amine-basedcompound may be optionally substituted with a substituent containing atleast one element selected from O, N, S, Se, Si, F, Cl, Br, and I.

In one exemplary embodiment, the first capping layer 210 or the secondcapping layer 220 may include an amine-based compound. In anotherexemplary embodiment, the first capping layer 210 and the second cappinglayer 220 may each independently include an amine-based compound.

In one exemplary embodiment, at least one selected from the firstcapping layer 210 and the second capping layer 220 may eachindependently include the compound represented by Formula 201 or thecompound represented by Formula 202.

In one or more exemplary embodiments, at least one selected from thefirst capping layer 210 and the second capping layer 220 may eachindependently include a compound selected from Compounds HT28 to HT33and Compounds CP1 to CP5, but exemplary embodiments are not limitedthereto:

Hereinbefore, the organic light-emitting device according to anexemplary embodiment has been described in connection with FIGS. 1 to 4.However, exemplary embodiments are not limited thereto.

Layers constituting the hole transport region, an emission layer, andlayers constituting the electron transport region may be formed in acertain region by using one or more suitable methods selected fromvacuum deposition, spin coating, casting, Langmuir-Blodgett deposition,ink-jet printing, laser-printing, and laser-induced thermal imaging.

When layers constituting the hole transport region, an emission layer,and layers constituting the electron transport region are formed byvacuum deposition, the deposition may be performed at a depositiontemperature of about 100° C. to about 500° C., a vacuum degree of about10⁻⁸ torr to about 10⁻³ torr, and a deposition speed of about 0.01 Å/secto about 100 Å/sec by taking into account a material to be included in alayer to be formed, and the structure of a layer to be formed.

When layers constituting the hole transport region, an emission layer,and layers constituting the electron transport region are formed by spincoating, the spin coating may be performed at a coating speed of about2000 rpm to about 5000 rpm and at a heat treatment temperature of about80° C. to 200° C. by taking into account a material to be included in alayer to be formed, and the structure of a layer to be formed.

(General Definition of Substituents)

The term “C₁-C₆₀ alkyl group” as used herein refers to a linear orbranched aliphatic saturated hydrocarbon monovalent group having 1 to 60carbon atoms, and examples thereof include a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, atert-butyl group, a pentyl group, an isoamyl group, and a hexyl group.The term “C₁-C₆₀ alkylene group” as used herein refers to a divalentgroup having the same structure as the C₁-C₆₀ alkyl group.

The term “C₂-C₆₀ alkenyl group” as used herein refers to a hydrocarbongroup having at least one carbon-carbon double bond in the middle or atthe terminus of the C₂-C₆₀ alkyl group, and examples thereof include anethenyl group, a propenyl group, and a butenyl group. The term “C₂-C₆₀alkenylene group” as used herein refers to a divalent group having thesame structure as the C₂-C₆₀ alkenyl group.

The term “C₂-C₆₀ alkynyl group” as used herein refers to a hydrocarbongroup having at least one carbon-carbon triple bond in the middle or atthe terminus of the C₂-C₆₀ alkyl group, and examples thereof include anethynyl group, and a propynyl group. The term “C₂-C₆₀ alkynylene group”as used herein refers to a divalent group having the same structure asthe C₂-C₆₀ alkynyl group.

The term “C₁-C₆₀ alkoxy group” as used herein refers to a monovalentgroup represented by —OA₁₀₁ (wherein A₁₀₁ is the C₁-C₆₀ alkyl group),and examples thereof include a methoxy group, an ethoxy group, and anisopropyloxy group.

The term “C₃-C₁₀ cycloalkyl group” as used herein refers to a monovalentsaturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, andexamples thereof include a cyclopropyl group, a cyclobutyl group, acyclopentyl group, a cyclohexyl group, and a cycloheptyl group. The term“C₃-C₁₀ cycloalkylene group” as used herein refers to a divalent grouphaving the same structure as the C₃-C₁₀ cycloalkyl group.

The term “C₁-C₁₀ heterocycloalkyl group” as used herein refers to amonovalent monocyclic group having at least one heteroatom selected fromN, O, Si, P, and S as a ring-forming atom and 1 to 10 carbon atoms, andexamples thereof include a 1,2,3,4-oxatriazolidinyl group, atetrahydrofuranyl group, and a tetrahydrothiophenyl group. The term“C₁-C₁₀ heterocycloalkylene group” as used herein refers to a divalentgroup having the same structure as the C₁-C₁₀ heterocycloalkyl group.

The term “C₃-C₁₀ cycloalkenyl group” used herein refers to a monovalentmonocyclic group that has 3 to 10 carbon atoms and at least onecarbon-carbon double bond in the ring thereof and no aromaticity, andexamples thereof include a cyclopentenyl group, a cyclohexenyl group,and a cycloheptenyl group. The term “C₃-C₁₀ cycloalkenylene group” asused herein refers to a divalent group having the same structure as theC₃-C₁₀ cycloalkenyl group.

The term “C₁-C₁₀ heterocycloalkenyl group” as used herein refers to amonovalent monocyclic group that has at least one heteroatom selectedfrom N, O, Si, P, and S as a ring-forming atom, 1 to 10 carbon atoms,and at least one carbon-carbon double bond in its ring. Non-limitingexamples of the C₁-C₁₀ heterocycloalkenyl group include a4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, anda 2,3-dihydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkenylenegroup” as used herein refers to a divalent group having the samestructure as the C₁-C₁₀ heterocycloalkenyl group.

The term “C₆-C₆₀ aryl group” as used herein refers to a monovalent grouphaving a carbocyclic aromatic system having 6 to 60 carbon atoms, and aC₆-C₆₀ arylene group used herein refers to a divalent group having acarbocyclic aromatic system having 6 to 60 carbon atoms. Non-limitingexamples of the C₆-C₆₀ aryl group include a phenyl group, a naphthylgroup, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, anda chrysenyl group. When the C₆-C₆₀ aryl group and the C₆-C₆₀ arylenegroup each include two or more rings, the rings may be fused to eachother.

The term “C₁-C₆₀ heteroaryl group” as used herein refers to a monovalentgroup having a carbocyclic aromatic system that has at least oneheteroatom selected from N, O, Si, P, and S as a ring-forming atom, inaddition to 1 to 60 carbon atoms. The term “C₁-C₆₀ heteroarylene group”as used herein refers to a divalent group having a carbocyclic aromaticsystem that has at least one heteroatom selected from N, O, Si, P, and Sas a ring-forming atom, in addition to 1 to 60 carbon atoms.Non-limiting examples of the C₁-C₆₀ heteroaryl group include a pyridinylgroup, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, atriazinyl group, a quinolinyl group, and an isoquinolinyl group. Whenthe C₁-C₆₀ heteroaryl group and the C₁-C₆₀ heteroarylene group eachinclude two or more rings, the rings may be condensed with each other.

The term “C₆-C₆₀ aryloxy group” as used herein refers to —OA₁₀₂ (whereinA₁₀₂ is the C₆-C₆₀ aryl group), and a C₆-C₆₀ arylthio group used hereinindicates —SA₁₀₃ (wherein A₁₀₃ is the C₆-C₆₀ aryl group).

The term “monovalent non-aromatic condensed polycyclic group” as usedherein refers to a monovalent group (for example, having 8 to 60 carbonatoms) having two or more rings condensed with each other, only carbonatoms as ring-forming atoms, and no aromaticity in its entire molecularstructure. A detailed example of the monovalent non-aromatic condensedpolycyclic group is a fluorenyl group. The term “divalent non-aromaticcondensed polycyclic group” as used herein refers to a divalent grouphaving the same structure as the monovalent non-aromatic condensedpolycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group” asused herein refers to a monovalent group (for example, having 1 to 60carbon atoms) having two or more rings condensed to each other, at leastone heteroatom selected from N, O, Si, P, and S, other than carbonatoms, as a ring-forming atom, and no aromaticity in its entiremolecular structure. An example of the monovalent non-aromatic condensedheteropolycyclic group is a carbazolyl group. The term “divalentnon-aromatic condensed heteropolycyclic group” as used herein refers toa divalent group having the same structure as the monovalentnon-aromatic condensed heteropolycyclic group.

The term “C₅-C₆₀ carbocyclic group” as used herein refers to amonocyclic or polycyclic group having 5 to 60 carbon atoms in which aring-forming atom is a carbon atom only. The C₅-C₆₀ carbocyclic groupmay be an aromatic carbocyclic group or a non-aromatic carbocyclicgroup. The C₅-C₆₀ carbocyclic group may be a ring, such as benzene, amonovalent group, such as a phenyl group, or a divalent group, such as aphenylene group. In one or more embodiments, depending on the number ofsubstituents connected to the C₅-C₆₀ carbocyclic group, the C₅-C₆₀carbocyclic group may be a trivalent group or a quadrivalent group.

The term “C₁-C₆₀ heterocyclic group” as used herein refers to a grouphaving the same structure as the C₅-C₆₀ carbocyclic group, except thatas a ring-forming atom, at least one heteroatom selected from N, O, Si,P, and S is used in addition to carbon (the number of carbon atoms maybe in a range of 1 to 60).

At least one substituent of the substituted C₅-C₆₀ carbocyclic group,the substituted C₁-C₆₀ heterocyclic group, the substituted C₃-C₁₀cycloalkylene group, the substituted C₁-C₁₀ heterocycloalkylene group,the substituted C₃-C₁₀ cycloalkenylene group, the substituted C₁-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ arylene group, thesubstituted C₁-C₆₀ heteroarylene group, the substituted divalentnon-aromatic condensed polycyclic group, the substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₂-C₆₀ alkenyl group, the substitutedC₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and the substitutedmonovalent non-aromatic condensed heteropolycyclic group may be selectedfrom:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independently beselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, aC₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

The term “Ph” as used herein represents a phenyl group, the term “Me” asused herein represents a methyl group, the term “Et” as used hereinrepresents an ethyl group, the term “ter-Bu” or “But,” as used herein,represents a tert-butyl group, and the term “OMe” as used hereinrepresents a methoxy group.

The term “biphenyl group” used herein refers to a “phenyl group”substituted with a phenyl group. The “biphenyl group” is a “substitutedphenyl group” having a “C₆-C₆₀ aryl group” as a substituent.

The term “terphenyl group” used herein refers to a “phenyl group”substituted with a biphenyl group. The “terphenyl group” is a “phenylgroup” having, as a substituent, a “C₆-C₆₀ aryl group substituted with aC₆-C₆₀ aryl group.”

* and *′ used herein, unless defined otherwise, each indicate to abinding site to a neighboring atom in a corresponding formula.

Hereinafter, a compound according to embodiments and an organiclight-emitting device according to embodiments will be described indetail with reference to Synthesis Examples and Examples. The expression“B was used instead of A” used in describing Synthesis Examples meansthat an identical number of molar equivalents of B was used in place ofmolar equivalents of A.

Synthesis Example Synthesis Example 1: Synthesis of Compound T-1

To a flask containing 2,7-dibromo-9,9-dimethyl-9H-thioxanthene10,10-dioxide (1 equivalent weight (eq.)) and 9H-tribenzo[b,d,f]azepine(2.2 eq.), Pd(dba)₃ (0.03 eq.), (t-Bu)₃P (0.06 eq.), and toluene (on thebasis of 0.1M 1 eq. of reagent) were added thereto. Then, a mixedsolution was stirred under reflux for 5 hours, and cooled to roomtemperature. An extraction process was performed thereon by usingmethylene chloride (MC), and the resulting product was washed withdistilled water, and moisture therein was dried by using anhydrousmagnesium sulfate (MgSO₄). The resulting mixture was then distilledunder reduced pressure, and the residue obtained therefrom was separatedand purified by column chromatography to obtain Compound T-1 (yield:77.64%).

High resolution mass spectrometry (HRMS) for C₅₁H₃₆N₂O₂S [M]+: calcd:740, found: 739.

Elemental Analysis for calcd: C, 82.68; H, 4.90; N, 3.78; 0, 4.32; S,4.33.

Synthesis Example 2: Synthesis of Compound T-5

To a flask containing 2-(2,6-dichlorophenyl)-4,6-diphenyl-1,3,5-triazine(1 eq.) and 9H-tribenzo[b,d,f]azepine (2.2 eq.), Pd(dba)₃(0.03 eq.),(t-Bu)₃P (0.06 eq.), and toluene (on the basis of 0.1M 1 eq. of reagent)were added thereto. Then, a mixed solution was stirred under reflux for5 hours, and cooled to room temperature. An extraction process wasperformed thereon by using MC, and the resulting product was washed withdistilled water, and moisture therein was dried by using MgSO₄. Theresulting mixture was then distilled under reduced pressure, and theresidue obtained therefrom was separated and purified by columnchromatography to obtain Compound T-5 (yield: 55.7%).

HRMS for C₅₇H₃₇N5 [M]+: calcd: 791, found: 790.

Elemental Analysis for calcd: C, 86.45; H, 4.71; N, 8.84.

Synthesis Example 3: Synthesis of Compound T-7

To a flask containing2-bromo-7-(9H-carbazol-9-yl)-9,9-dimethyl-9H-thioxanthene 10,10-dioxide(1 eq.) and 9H-tribenzo[b,d,f]azepine (1.2 eq), Pd(dba)₃ (0.03 eq.),(t-Bu)₃P (0.06 eq.), and toluene (on the basis of 0.1M 1 eq. of reagent)were added thereto. Then, a mixed solution was stirred under reflux for5 hours, and cooled to room temperature. An extraction process wasperformed thereon by using MC, and the resulting product was washed withdistilled water, and moisture therein was dried by using MgSO₄. Theresulting mixture was then distilled under reduced pressure, and theresidue obtained therefrom was separated and purified by columnchromatography to obtain Compound T-7 (yield: 71.4%).

HRMS for C₄₅H₃₂N₂O₂S [M]+: calcd: 664, found: 663.

Elemental Analysis for calcd: C, 81.30; H, 4.85; N, 4.21; 0, 4.81; S,4.82.

Synthesis Example 4: Synthesis of Compound T-8

To a flask containing9-(7-bromo-9,9-dimethyl-9H-xanthen-2-yl)-9H-carbazole (1 eq.) and9H-tribenzo[b,d,f]azepine (1.2 eq.), Pd(dba)₃ (0.03 eq), (t-Bu)₃P (0.06eq.), and toluene (on the basis of 0.1M 1 eq. of reagent) were addedthereto. Then, a mixed solution was stirred under reflux for 5 hours,and cooled to room temperature. An extraction process was performedthereon by using MC, and the resulting product was washed with distilledwater, and moisture therein was dried by using MgSO₄. The resultingmixture was then distilled under reduced pressure, and the residueobtained therefrom was separated and purified by column chromatographyto obtain Compound T-8(yield: 68.7%).

HRMS for C₄₅H₃₂N20 [M]+: calcd: 616, found: 615.

Elemental Analysis for calcd: C, 87.63; H, 5.23; N, 4.54; 0, 2.59.

Synthesis Example 5: Synthesis of Compound T-11

To a flask containing9-(3-chloro-2-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-9H-carbazole (1eq.) and 9H-tribenzo[b,d,f]azepine (1.2 eq.), Pd(dba)₃ (0.03 eq.),(t-Bu)₃P (0.06 eq.), and toluene (on the basis of 0.1M 1 eq. of reagent)were added thereto. Then, a mixed solution was stirred under reflux for5 hours, and cooled to room temperature. An extraction process wasperformed thereon by using MC, and the resulting product was washed withdistilled water, and moisture therein was dried by using MgSO₄. Theresulting mixture was then distilled under reduced pressure, and theresidue obtained therefrom was separated and purified by columnchromatography to obtain Compound T-11 (yield: 65.1%).

HRMS for C₅₁H₃₃N₅ [M]+: calcd: 715, found: 714.

Elemental Analysis for calcd: C, 85.57; H, 4.65; N, 9.78.

Synthesis Example 6: Synthesis of Compound T-12

To a flask containing4-(9H-carbazol-9-yl)-6-chloro-5-(4,6-diphenyl-1,3,5-triazin-2-yl)isophthalonitrile(1 eq.) 9H-tribenzo[b,d,f]azepine (1.2 eq.), were added thereto. Then, amixed solution was stirred under reflux for 5 hours, and cooled to roomtemperature. An extraction process was performed thereon by using MC,and the resulting product was washed with distilled water, and moisturetherein was dried by using MgSO₄. The resulting mixture was thendistilled under reduced pressure, and the residue obtained therefrom wasseparated and purified by column chromatography to obtain Compound T-12(yield: 73.1%).

HRMS for C₅₃H₃₁N₇[M]+: calcd: 765, found: 764.

Elemental Analysis for calcd: C, 83.12; H, 4.08; N, 12.80.

Synthesis Example 7: Synthesis of Compound T-15

To a flask containing 2,8-dichlorodibenzo[b,d]thiophene 5,5-dioxide (1eq.) and 8,10-dimethyl-9H-tribenzo[b,d,f]azepine (2.2 eq.), Pd(dba)₃(0.03 eq.), (t-Bu)₃P (0.06 eq.), and toluene (on the basis of 0.1M 1 eq.of reagent) were added thereto. Then, a mixed solution was stirred underreflux for 5 hours, and cooled to room temperature. An extractionprocess was performed thereon by using MC, and the resulting product waswashed with distilled water, and moisture therein was dried by usingMgSO₄. The resulting mixture was then distilled under reduced pressure,and the residue obtained therefrom was separated and purified by columnchromatography to obtain Compound T-15 (yield: 77.4%).

HRMS for C₅₂H₃₈N₂O₂S [M]+: calcd: 754, found: 753.

Elemental Analysis for calcd: C, 82.73; H, 5.07; N, 3.71; 0, 4.24; S,4.25.

Synthesis Example 8: Synthesis of Compound T-17

To a flask containing4-(9H-carbazol-9-yl)-6-chloro-5-(4,6-diphenyl-1,3,5-triazin-2-yl)isophthalonitrile(1 eq.) and 8,10-dimethyl-9H-tribenzo[b,d,f]azepine (1.2 eq.), Pd(dba)₃(0.03 eq), (t-Bu)₃P (0.06 eq.), and toluene (on the basis of 0.1M 1 eq.of reagent) were added thereto. Then, a mixed solution was stirred underreflux for 5 hours, and cooled to room temperature. An extractionprocess was performed thereon by using MC, and the resulting product waswashed with distilled water, and moisture therein was dried by usingMgSO₄. The resulting mixture was then distilled under reduced pressure,and the residue obtained therefrom was separated and purified by columnchromatography to obtain Compound T-17(yield: 73.1%).

HRMS for C₅₅H₃₅N₇[M]+: calcd: 793, found: 792.

Elemental Analysis for calcd: C, 83.21; H, 4.44; N, 12.35.

Compounds other than the compounds synthesized according to SynthesisExamples 1 to 8 may be easily recognized by those skilled in the art byreferring to synthesis routes and raw materials described above.

EXAMPLES Evaluation Example 1: Evaluation of Characteristics of TADFCompound

1,3-di(9H-carbazole-9-yl)benzene (mCP) and each of the compoundssynthesized according to Synthesis Examples were mixed at a weight ratioof 20:1, and the mixture was dissolved in 1,2-dichloroethane. Theresulting solution was then spin-coated on a quartz for measurement:

Here, a highest occupied molecular orbital (HOMO) energy level wasmeasured by cyclic voltammeter (CV), and a LUMO energy level wasmeasured by calculating the difference in an optical band-gap at theHOMO energy level. The triplet (T₁) energy level was measured with a 77KPL spectrum. The measured results are shown in Table 1.

In addition, measurements for LUMO and HOMO energy levels based ontime-dependent density function theory (TD-DFT) and T₁ energy level ofthe compounds synthesized according to Synthesis Examples weresimulated, and the results obtained from the simulation are shown inTable 1.

TABLE 1 LUMO (eV)/ HOMO (eV) T₁ (eV) Compound TD-DFT Measured. TD-DFTMeasured. T-1 1.42/5.38 2.6/5.8 3.05 3.02 T-5 1.23/5.22 2.7/5.9 3.053.02 T-7 1.48/5.29 2.6/5.8 3.08 2.92 T-8 1.42/5.38 2.6/5.7 3.05 3.02T-11 1.33/5.32 2.5/5.9 3.02 3.01 T-15 1.42/5.38 2.6/6.0 3.05 3.02 T-171.42/5.38 2.6/6.0 3.05 3.02

Example 1

An ITO glass substrate was cut to a size of 50 mm×50 mm×0.5 mm,sonicated with isopropyl alcohol and pure water each for 10 minutes, andthen, cleaned by exposure to ultraviolet rays and ozone for 10 minutes.Then the ITO glass substrate was mounted on a vacuum depositionapparatus. On the substrate, first, NPB which is known as a material forforming a hole injection layer was vacuum deposited to form a holeinjection layer having a thickness of 40 Å, and then, mCP which is knownas a hole transporting material was vacuum deposited on the holeinjection layer to form a hole transport layer having a thickness of 10Å. Compound T-1 as a dopant and Compound BH-1 as a host wereco-deposited on the hole transport layer at a weight ratio of 15:85 toform an emission layer having a thickness of 200 Å. Then, Compound ETL 1was deposited on the emission layer to form an electron transport layerhaving a thickness of 300 Å, and Al was formed on electron transportlayer to form an Al electrode (i.e., a cathode electrode) having athickness of 1,200 Å, thereby completing the manufacture of an organiclight-emitting device.

Examples 2 to 8

Organic light-emitting devices were manufactured substantially in thesame manner as in Example 1, except that Compounds shown in Table 2 wereeach used as a dopant in forming an emission layer.

Comparative Example 1

An organic light-emitting device was manufactured substantially in thesame manner as in Example 1, except that Compound FD1 and Compound H8were used instead of Compound T-1 and Compound BH-1, respectively, informing an emission layer:

Comparative Example 2

An organic light-emitting device was manufactured substantially in thesame manner as in Example 1, except that Compound A was used instead ofCompound T-1 in forming an emission layer:

Comparative Example 3

An organic light-emitting device was manufactured substantially in thesame manner as in Example 1, except that Compound B was used instead ofCompound T-1 in forming an emission layer:

Evaluation Example 2: Evaluation of Characteristics of OrganicLight-Emitting Devices

A driving voltage (V), an efficiency (cd/A), and an external quantumefficiency (%) at a current density of 10 mA/cm² of each of the organiclight-emitting devices manufactured according to Examples 1 to 8 andComparative Examples 1 to 3 were measured, and the results thereof areshown in Table 2:

TABLE 2 External Driving quantum Voltage Efficiency efficiency DopantHost (V) (cd/A) (%) Example 1 T-1 BH-1 4.4 9.22 7.1 Example 2 T-5 BH-14.44 9.1 5.78 Example 3 T-7 BH-1 4.62 9.7 5.98 Example 4 T-8 BH-1 4.710.76 5.88 Example 5 T-11 BH-1 4.68 10.54 6.8 Example 6 T-12 BH-1 4.19.88 6.87 Example 7 T-15 BH-1 4.2 10.1 6.1 Example 8 T-17 BH-1 4.7 12.66.8 Comparative FD1 H8 7.44 4.84 2.99 Example 1 Comparative Compound ABH-1 5.2 9.8 5.7 Example 2 Comparative Compound B BH-1 5.1 10.1 5.9Example 3

Referring to Table 2, it was confirmed that the organic light-emittingdevices in which the compound disclosed in the present disclosure wasused in forming an emission layer had a low driving voltage andexcellent efficiency and external quantum efficiency, as compared withthose of the organic light-emitting devices of Comparative Example 1using a fluorescent dopant and Comparative Examples 2 and 3 usingCompound A and B. That is, when the compound disclosed in the presentdisclosure is used as the electron transporting material in the organiclight-emitting device, the organic light-emitting device was found toexhibit excellent effects in terms of driving voltage, luminance,efficiency, and lifespan.

According to one or more exemplary embodiments, the organiclight-emitting to device including the heterocyclic compound may have alow driving voltage, a high efficiency, a long lifespan, and a highmaximum quantum efficiency.

It should be understood that embodiments described herein should beconsidered in a descriptive sense only and not for purposes oflimitation. Descriptions of features or aspects within each embodimentshould typically be considered as available for other similar featuresor aspects in other embodiments

Although certain exemplary embodiments have been described herein, otherembodiments and modifications will be apparent from this description.Accordingly, the inventive concepts are not limited to such embodiments,but rather to the broader scope of the appended claims and variousobvious modifications and equivalent arrangements as would be apparentto a person of ordinary skill in the art.

What is claimed is:
 1. A heterocyclic compound represented by Formula 1:

wherein, in Formulas 1, 2A, and 2B, Ar₁ to Ar₅ are each independently aC₅-C₆₀ carbocyclic group or a π electron-depleted nitrogen-freeheterocyclic group, D₁ is a group represented by Formula 2 Å or Formula2B, Y₁ is selected from a single bond, *—N(R₂)—*′, *—C(R₂)(R₃)—*′, and*—C(R₂)═C(R₃)—*′, k1 is 1 or 2, m1 is 0 or 1, m2 is 1 or 2, m1 and m2satisfy m1+m2=2, A₁ is a group represented by Formula 3A or Formula 3B,R_(w) is a cyano group or a substituted or unsubstituted πelectron-depleted nitrogen-containing heterocyclic group, n1 is aninteger of 1 to 4, X₁ is *—O—*′, *—S—*′, or *—S(═O)₂—*′, and X₂ is asingle bond or *—C(R₄)(R₅)—*′, wherein X₁ is *—S(═O)₂—*′ or X₂ is*—C(R₄)(R₅)—*′, R₁ to R₅, R₁₀, R₂₀, R₃₀, R₄₀, R₅₀, R₆₀, R₇₀, and R₈₀ areeach independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂),—B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂), R₂ and R₃; or R₄and R₅ are optionally linked to form a substituted or unsubstitutedC₅-C₆₀ carbocyclic group or a substituted or unsubstituted C₂-C₆₀heterocyclic group, a10, a20, a30, a40, and a50 are each independentlyan integer of 1 to 8, a60 is an integer of 0 to 3, a70 and a80 are eachindependently an integer of 1 to 3, at least one substituent of thesubstituted C₅-C₆₀ carbocyclic group, the substituted C₂-C₆₀heterocyclic group, the substituted C₁-C₆₀ alkyl group, the substitutedC₂-C₆₀ alkenyl group, the substituted C₂-C₆₀ alkynyl group, thesubstituted C₁-C₆₀ alkoxy group, the substituted C₃-C₁₀ cycloalkylgroup, the substituted C₁-C₁₀ heterocycloalkyl group, the substitutedC₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀ heterocycloalkenylgroup, the substituted C₆-C₆₀ aryl group, the substituted C₆-C₆₀ aryloxygroup, the substituted C₆-C₆₀ arylthio group, the substitutedC₁-C₆₀heteroaryl group, the substituted monovalent non-aromaticcondensed polycyclic group, and the substituted monovalent non-aromaticcondensed heteropolycyclic group is selected from: deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂); a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group; a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃), —N(Q₂₁)(Q₂₂),—B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and —P(═O)(Q₂₁)(Q₂₂); and—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃,and Q₃₁ to Q₃₃ are each independently selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkylgroup, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxygroup, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, aC₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, a monovalent non-aromatic condensedheteropolycyclic group, a biphenyl group, and a terphenyl group, and *and *′ each indicate a binding site to a neighboring atom.
 2. Theheterocyclic compound of claim 1, wherein Ar₁ to Ar₅ are eachindependently selected from a benzene group, a naphthalene group, afluorene group, a carbazole group, a dibenzofuran group, adibenzothiophene group, and a dibenzosilole group.
 3. The heterocycliccompound of claim 1, wherein D₁ is selected from: an acridinyl group, acarbazolyl group, a phenazinyl group, a benzocarbazolyl group, adibenzocarbazolyl group, an indeno carbazolyl group, a11,12-dihydroindolocarbazolyl group, a dibenzoazepine group, a10,11-dihydrodibenzoazepine group, and a tribenzoazepine group; and anindolyl group, an acridinyl group, a carbazolyl group, a phenazinylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, an indenocarbazolyl group, an indolocarbazolyl group, a dibenzoazepine group, adihydrodibenzoazepine group, and a tribenzoazepine group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, a C₁-C₂₀ alkyl group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a biphenyl group, and a terphenyl group.
 4. Theheterocyclic compound of claim 1, wherein D₁ is a group represented byFormula 2A-1 or Formula 2B-1:

wherein, in Formulas 2A-1 and 2B-1, Y₁ and k1 are respectively definedthe same as those of claim 1, R₁ to R₃, R₄₀, and R₅₀ are eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, a C₁-C₂₀ alkyl group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a biphenyl group, and a terphenyl group, a41 anda51 are each independently an integer of 1 to 4, a42 is an integer of 1to 3, and * and *′ each indicate a binding site to a neighboring atom.5. The heterocyclic compound of claim 1, wherein A₁ is represented byone selected from Formulas 3A-1 to 3A-3 and 3B-1 to 3B-10:

wherein, in Formulas 3A-1 to 3A-3 and 3B-1 to 3B-10, R_(w), n1, X₁, X₂,R₆₀, R₇₀, R₈₀, a60, a70, and a80 are respectively defined the same asthose of claim 1, and * and *′ each indicate a binding site to aneighboring atom.
 6. The heterocyclic compound of claim 1, wherein A₁ isrepresented by one formula selected from Formulas 3A-2-1 to 3A-2-4 and3B-8-1 to 3B-8-4:

wherein, in Formulas 3A-2-1 to 3A-2-4 and 3B-8-1 to 3B-8-4, R₄, R₅, R₆₀,R₇₀, R₈₀, a₇₀, and a₈₀ are respectively defined the same as those ofclaim 1, R_(w1), R_(w2), and R_(w3) are each independently defined thesame as R_(w) in claim 1, a61 is an integer of 1 to 3, a62 is 1 or 2,and * and *′ each indicate a binding site to a neighboring atom.
 7. Theheterocyclic compound of claim 1, wherein A₁ is represented by oneformula selected from Formulas 4-1 to 4-7:

wherein, in Formulas 4-1 to 4-7, * and *′ each indicate a binding siteto a neighboring atom.
 8. The heterocyclic compound of claim 1, whereinR_(w) is selected from: a cyano group, a pyridinyl group, a pyrimidylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, anda quinazolinyl group; and a pyridinyl group, a pyrimidyl group, atriazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, anda quinazolinyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a methylgroup, an ethyl group, a propyl group, an isobutyl group, a sec-butylgroup, a ter-butyl group, pentyl group, an isoamyl group, a hexyl group,a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyridinyl group, a pyrimidyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a naphthyridinyl group, a quinoxalinyl group, a quinazolinylgroup, a biphenyl group, and a terphenyl group.
 9. The heterocycliccompound of claim 1, wherein R₁ to R₅ are each independently selectedfrom: hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, a ter-butyl group, and a phenylgroup; and a methyl group, an ethyl group, a propyl group, an isobutylgroup, a sec-butyl group, a ter-butyl group, and a phenyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a methyl group, an ethyl group, apropyl group, an isobutyl group, a sec-butyl group, and a ter-butylgroup.
 10. The heterocyclic compound of claim 1, wherein R₁₀, R₂₀, R₃₀,R₄₀, and R₅₀ are each independently selected from: hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, amethyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a dibenzosilolyl group, a biphenyl group, and a terphenyl group;and a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a dibenzosilolyl group, a biphenyl group, and a terphenyl group,each substituted with at least one selected from deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, a ter-butylgroup, a phenyl group, a naphthyl group, a fluorenyl group, a pyridinylgroup, a pyrimidyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a biphenyl group, and a terphenyl group.
 11. The heterocyclic compoundof claim 1, wherein R₆₀, R₇₀, and R₈₀ are each independently selectedfrom: hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a pyridinyl group, a pyrimidyl group,a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a biphenyl group, and aterphenyl group; and a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, a ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a pyridinyl group, a pyrimidyl group,a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a biphenyl group, and aterphenyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a methylgroup, an ethyl group, a propyl group, an isobutyl group, a sec-butylgroup, a ter-butyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a pyridinyl group, a pyrimidyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a triazinyl group, acarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolyl group, a biphenyl group, and a terphenyl group.
 12. Theheterocyclic compound of claim 1, wherein the heterocyclic compoundrepresented by Formula 1 is selected from compounds T-1 to T-17 below:


13. An organic light-emitting device comprising: a first electrode; asecond electrode facing the first electrode; and an organic layerdisposed between the first electrode and the second electrode, whereinthe organic layer comprises an emission layer and at least oneheterocyclic compound of claim
 1. 14. The organic light-emitting deviceof claim 13, wherein the first electrode is an anode, the secondelectrode is a cathode, and the organic layer further comprises a holetransport region between the first electrode and the emission layer andan electron transport region between the emission layer and the secondelectrode, wherein the hole transport region comprises a hole injectionlayer, a hole transport layer, an emission auxiliary layer, an electronblocking layer, or any combination thereof, and the electron transportregion comprises a hole blocking layer, electron transport layer,electron injection layer, or any combination thereof.
 15. The organiclight-emitting device of claim 14, wherein the emission layer comprisesthe heterocyclic compound.
 16. The organic light-emitting device ofclaim 14, wherein the emission layer comprises the heterocyclic compoundas a host, and further comprises a dopant.
 17. The organiclight-emitting device of claim 15, wherein the heterocyclic compoundcomprised in the emission layer is a thermally activated delayedfluorescence (TADF) emitter, and the emission layer is configured toemit delayed fluorescence.
 18. The organic light-emitting device ofclaim 15, wherein the emission layer consists of the heterocycliccompound or the emission layer further comprises a host, wherein anamount of the heterocyclic compound per 100 parts by weight of theemission layer is in a range of about 0.1 parts to about 50 parts byweight.
 19. The organic light-emitting device of claim 14, wherein thehole transport region comprises a p-dopant having a lowest unoccupiedmolecular orbital (LUMO) energy level of less than −3.5 eV.
 20. Theorganic light-emitting device of claim 14, wherein the electrontransport region comprises a triazole-containing compound or abenzotriazole-containing compound, or an alkali metal, an alkaline earthmetal, a rare earth metal, an alkali metal compound, an alkaline earthmetal compound, a rare earth metal compound, an alkali metal complex, analkaline earth metal complex, a rare earth metal complex, or anycombination thereof.